title: Synthesis of substituted picenes through Pd-catalyzed cross-coupling reaction/annulation sequences and their physicochemical properties.
abstract: A novel and versatile synthetic method for picene derivatives is developed using the Pd-catalyzed intramolecular double cyclization of the corresponding 2,3-bis[(1Z)-2-phenylethenyl]-1,4-dichlorobenzenes, which are readily prepared by Suzuki-Miyaura cross-coupling reactions of polyhalobenzenes with (Z)-arylethenylboronates. The physical properties of the obtained picenes can be modified via introducing a variety of functional groups to the picene framework. All compounds are investigated by UV-vis and fluorescence spectroscopic measurements, CV, and DFT calculations as well as X-ray diffraction analysis.
authors.affiliation: Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan.
authors.forename: Ning-hui
authors.initials: NH
authors.lastname: Chang
authors.forename: Xi-chao
authors.initials: XC
authors.lastname: Chen
authors.forename: Hikaru
authors.initials: H
authors.lastname: Nonobe
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Okuda
authors.forename: Hiroki
authors.initials: H
authors.lastname: Mori
authors.forename: Kiyohiko
authors.initials: K
authors.lastname: Nakajima
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Nishihara